In Gangster’s Dilemma, you play a gangster eager to satisfy the Mob Boss’ demands. Each round, you will secretly choose to loot one of the city’s hot spots, in hopes of eluding the cops, avoiding other gangsters, and grabbing crates, art, jewels, gin, and cash when possible. But the cops are on patrol at all times and they randomly search those same hot spots. If caught in the presence of another gangster, do you pay bribes to the cops, stay silent, or rat out your fellow gangsters? What a dilemma!
—description from the publisher
cannoneer
Update: I recently realized we'd played the cop wrong, only having the cop visit 1 location each round, when it should be 2. Given that, I'd like to try this again now to see if it's better. This was pretty bad. You can basically be screwed over for several turns and have no chance of winning. The special abilities seemed very imbalanced. I’d probably resist playing this one again - I’d prefer Citadels, which is saying something. This might (MIGHT) be better with the full complement of 7 players though. I’d be willing to try it at that number to see.
criticalcomma
Vintage speakeasy sort of turn on prisoner’s dilemma; a lot left to chance and a lot of factors in play make strategy tricky.
HarveyAlmighty
Didn't enjoy this one, despite high hopes I had going into it. The majority of my group loved it however. Thematically, it is great. The random chance element, along with the fact that being caught solo by the cops ruins your ability to do anything about it, is tough to handle. Really pretty game, and see the appeal, but it just isn't as good as many other light negotiation games.